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SML1799

Sigma-Aldrich

UCPH-102

≥98% (HPLC)

Synonym(s):

2-Amino-4-methyl-7-(naphthalen-1-yl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile, 2-Amino-5,6,7,8-tetrahydro-4-methyl-7-(1-naphthalenyl)-5-oxo-4H-1-benzopyran-3-carbonitrile

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About This Item

Empirical Formula (Hill Notation):
C21H18N2O2
CAS Number:
1229591-56-3
Molecular Weight:
330.38
UNSPSC Code:
12352200
PubChem Substance ID:
329826072
NACRES:
NA.77

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Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

2-8°C

SMILES string

O=C(C1)C2=C(OC(N)=C(C#N)C2C)CC1C3=C(C=CC=C4)C4=CC=C3

InChI key

XZQMHUGTNOOYFX-UHFFFAOYSA-N

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Show Differences

1 of 4

This Item
B8061471828455709
N-Nitrosodiethanolamine

N7632

N-Nitrosodiethanolamine

N-Butyl-N-(4-hydroxybutyl)nitrosamine ISOPAC®, ≥90% (GC)

B8061

N-Butyl-N-(4-hydroxybutyl)nitrosamine

N-Methyldiethanolamine ≥99%

471828

N-Methyldiethanolamine

N-tert-Butyldiethanolamine 97%

455709

N-tert-Butyldiethanolamine

form

liquid

form

liquid

form

-

form

solid

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

100

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

-

storage temp.

-

impurities

≤10% Isopropanol

impurities

-

impurities

-

impurities

-

Biochem/physiol Actions

UCPH-102 is a selective inhibitor of the Excitatory Amino Acid Transporter subtype-1 (EAAT1, GLAST) with an IC50 value of 420 nM for EAAT1 and >300 μM for EAAT2-5. UCPH-102 has been shown to cross the blood-brain barrier, so should become a valuable tool for studying the role of EAAT1 in brain.
UCPH-102 is a selective inhibitor of the Excitatory Amino Acid Transporter subtype-1 (EAAT1, GLAST).

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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    Certificates of Analysis (COA)

    Lot/Batch Number
    106M4612V

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    R N Loeppky et al.
    Chemical research in toxicology, 11(12), 1556-1566 (1998-12-22)
    A series of bioassays, including in vivo induction of DNA single-strand breaks (SSB) and cytotoxicity in cytochrome P450 2E1-transfected cells, were utilized with N-nitrosodiethanolamine (NDELA), its deuterated isotopomers (alpha-D4NDELA and beta-D4NDELA), N-nitroso-2-hydroxymorpholine (NHMOR), and two of its deuterated isotopomers (2-D-NHMOR
    Richard N Loeppky et al.
    Chemical research in toxicology, 15(4), 470-482 (2002-04-16)
    The mechanism by which environmentally prevalent N-nitrosodiethanolamine (NDELA) and related 2-hydroxyethyl- or other beta-oxidized nitrosamines initiate the carcinogenic process has remained obscure. (32)P-Postlabeling assays for the pH sensitive glyoxal-deoxyguanosine (gdG) and the O(6)-2-hydroxyethyldeoxyguanosine (OHEdG) DNA adducts have been developed as
    R C Schothorst et al.
    Analytical and bioanalytical chemistry, 381(3), 681-685 (2005-01-26)
    We have developed and validated in-house a liquid chromatography and mass spectrometry (LC-MS-MS) method for determination of N-nitrosodiethanolamine (NDELA) in cosmetics. The sample is diluted with water and then a C18 clean-up is performed. The average recovery of NDELA is
    Michelle K Dennehy et al.
    Chemical research in toxicology, 18(3), 556-565 (2005-03-22)
    N-Nitrosodiethanolamine (NDELA) is a bident carcinogen that undergoes both P-450 mediated alpha-hydroxylation and beta-oxidation, leading ultimately to the formation of two prominent DNA adducts, glyoxaldeoxyguanosine (gdG) and O6-2-hydroxyethyldeoxyguanosine (OHEdG), in rat liver. HPLC coupled with electrospray ionization (ESI) and tandem
    M Futakuchi et al.
    Cancer letters, 106(2), 263-269 (1996-09-10)
    Potential synergism between four N-nitroso compounds (nitrosomorpholine, nitrosodimethylamine, nitrosodiethanolamine, nitroso-oxazolidine) in rat liver carcinogenesis was examined in the medium-term bioassay. Male F344 rats were initially given diethylnitrosamine (DEN, 200 mg/kg, ip) and beginning 2 weeks later received test chemicals for
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